Bicyclo[2.2.2]oct-5-ene-2-carboxylic acid, 5-methyl-3-[(phenylmethoxy)methyl]-1-[[tris(1-methylethyl)silyl]oxy]-, methyl ester, (1R,2S,3R,4S)-rel-

Base Information

Chemical Name:Bicyclo[2.2.2]oct-5-ene-2-carboxylic acid, 5-methyl-3-[(phenylmethoxy)methyl]-1-[[tris(1-methylethyl)silyl]oxy]-, methyl ester, (1R,2S,3R,4S)-rel-
CAS No.:132180-02-0
Molecular Formula:C₂₈H₄₄O₄Si
Molecular Weight:472.74
Hs Code.:

Bicyclo[2.2.2]oct-5-ene-2-carboxylic acid,
5-methyl-3-[(phenylmethoxy)methyl]-1-[[tris(1-methylethyl)silyl]oxy]-,
methyl ester, (1R,2S,3R,4S)-rel-

Synonyms:

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Chemical Property of Bicyclo[2.2.2]oct-5-ene-2-carboxylic acid, 5-methyl-3-[(phenylmethoxy)methyl]-1-[[tris(1-methylethyl)silyl]oxy]-, methyl ester, (1R,2S,3R,4S)-rel-

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Technology Process of Bicyclo[2.2.2]oct-5-ene-2-carboxylic acid, 5-methyl-3-[(phenylmethoxy)methyl]-1-[[tris(1-methylethyl)silyl]oxy]-, methyl ester, (1R,2S,3R,4S)-rel-

There total 10 articles about Bicyclo[2.2.2]oct-5-ene-2-carboxylic acid, 5-methyl-3-[(phenylmethoxy)methyl]-1-[[tris(1-methylethyl)silyl]oxy]-, methyl ester, (1R,2S,3R,4S)-rel- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 120016-39-9
3-Methyl-1-(triisopropylsiloxy)-1,3-cyclohexadiene

: 151101-22-3
4-benzyloxy-(E)-but-2-enoic acid methyl ester

: 132180-02-0,132294-52-1
Methyl 3-<(benzyloxy)methyl>-5-methyl-1-(triisopropylsiloxy)bicyclo<2.2.2>oct-5-ene-2-carboxylate

: 132180-02-0,132294-52-1
Methyl 3-<(benzyloxy)methyl>-5-methyl-1-(triisopropylsiloxy)bicyclo<2.2.2>oct-5-ene-2-carboxylate

Guidance literature:: 4-benzyloxy-(E)-but-2-enoic acid methyl ester; With aluminium trichloride; In dichloromethane; at -78 ℃; for 0.333333h;

3-Methyl-1-(triisopropylsiloxy)-1,3-cyclohexadiene; In dichloromethane; at -78 ℃; for 15h;
DOI:10.1021/ja055710p

Reference yield:

: 120016-39-9
3-Methyl-1-(triisopropylsiloxy)-1,3-cyclohexadiene

: 151101-22-3
4-benzyloxy-(E)-but-2-enoic acid methyl ester

: 132180-02-0,132294-52-1
Methyl 3-<(benzyloxy)methyl>-5-methyl-1-(triisopropylsiloxy)bicyclo<2.2.2>oct-5-ene-2-carboxylate

: 132180-02-0,132294-52-1
Methyl 3-<(benzyloxy)methyl>-5-methyl-1-(triisopropylsiloxy)bicyclo<2.2.2>oct-5-ene-2-carboxylate

Guidance literature:: 4-benzyloxy-(E)-but-2-enoic acid methyl ester; With aluminium trichloride; In dichloromethane; at -78 ℃; for 0.333333h;

3-Methyl-1-(triisopropylsiloxy)-1,3-cyclohexadiene; In dichloromethane; at -78 ℃; for 15h;
DOI:10.1021/ja055710p

Reference yield:

: 60656-87-3
benzyloxyacetoaldehyde

: 132180-02-0,132294-52-1
Methyl 3-<(benzyloxy)methyl>-5-methyl-1-(triisopropylsiloxy)bicyclo<2.2.2>oct-5-ene-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 0 °C

1.2: 82 percent / tetrahydrofuran / 0 - 20 °C

2.1: AlCl₃ / CH₂Cl₂ / 0.33 h / -78 °C

2.2: CH₂Cl₂ / 15 h / -78 °C

With aluminium trichloride; sodium hydride; In tetrahydrofuran; dichloromethane; 2.2: Diels-Alder reaction;
DOI:10.1021/ja055710p